Location: Cumberland
Top Things to do in Cumberland
Countries
Top 8 Things to do Good for Couples in Cumberland, Maryland (MD)
At the base of the Appalachian Mountains in Allegany County, Maryland, the city of Cumberland has been a military outpost manned by George Washington, a shipping hub, a manufacturing capital and "The Gateway to the West." Head to the Cumberland Gap National Historical Park and explore the same paths taken by early American pioneers. A ride on the Western Maryland Scenic Railroad carries visitors back to the golden age of rail, chugging past stunning mountain scenery in vintage train cars.
Restaurants in Cumberland
1. Great Allegheny Passage
Overall Ratings
5.0 based on 235 reviews
The Great Allegheny Passage soars over valleys, snakes around mountains, and skirts alongside three rolling rivers on its nearly level path from Cumberland, Md. to Pittsburgh. Cyclists pass through the Cumberland Narrows, cross the Mason-Dixon Line, top the Eastern Continental Divide, wind their way through Pennsylvania’s breathtaking Laurel Highlands, journey through the region’s coke, coal, mining, and steel-making corridor, and end at Pittsburgh’s majestic Point State Park. Stunning views of waterfalls, gorges, river valleys, and farmland are everywhere, especially from outside the Big Savage Tunnel, from the sweeping Salisbury Viaduct, at both ends of the Pinkerton Tunnel, and via the Ohiopyle High and Low Bridges. Riders overlook the joining of rivers at Confluence, McKeesport, and Pittsburgh, and can explore adjoining peninsulas, state parks, hollows, wildflower stands, and forests on foot at many places along the trail.
Reviewed By obsidian2017 - Dearborn, United States
I biked this with three friends. Over the course of two days, we biked about 100 miles, starting from Pittsburgh, overnight stop in Connellsville, then to Ohiopyle and back to Connellsville. The trail is incredibly well tended--not only clean and cleared but also with great signage indicating miles to go to next city. In addition, many cities have air pumps and water stations. It is an incredibly beautiful trail and mostly level. The crushed limestone is almost like pavement. Ran into one of the guides/marketing staff for one of the cycling groups that helps tend the trail. He was full of useful info. From him, we learned that biking from Ohiopyle to Falling Water was less than ideal--no trail, no shoulder, lots of car traffic, curves, and inclines. So, once in Ohiopyle, we took a shuttle (offered by the local outfitter) up to Falling Water and back. That was perfect.
2. Charis Winery & Distillery
Overall Ratings
5.0 based on 28 reviews
Local winery and distillery in downtown Cumberland at the Canal Place Shops. Wine and spirits produced on premises. Dry premier whites and reds as well semi-sweet to sweet fruit blends. We try to have a wine for everyone's pilot! We also produce Pomace Brandy- as well moonshine, rum and bourbon. Charis also has Savage Soaps available for purchase. Coming soon will be the introduction of Extra Virgin Olive Oils and Balsamic Vinegars!
3. Get Out & Play! Outfitters - Day Tours
Overall Ratings
5.0 based on 105 reviews
Get Out & Play! Outfitters provides shuttle services for visitors using the Great Allegheny Passage and C&O Canal. Outside of shuttle services, we offers custom team building events. With over 20 years in the team building businesses we have worked with many Fortune 500 companies. In 2018 we opened up Exit Strategy Escape Room in Downtown Cumberland Maryland.
4. Rocky Gap State Park
Overall Ratings
4.5 based on 217 reviews
Park that offers swimming beaches, campsites and boat rentals.
Reviewed By kabston - Pittsburgh, United States
a well maintained park with many activities to enjoy such as boating rentals, sandy swimming beach and well maintained hiking trails
5. C&O Canal - Paw Paw Tunnel
Overall Ratings
4.5 based on 199 reviews
Reviewed By StacyInDC2012 - Alexandria, United States
We visited Paw Paw Tunnel and didn’t the trail hike in addition to walking through the tunnel. We started off from the Campground parking lot and near the sign for mile marker 156 ventured to the left of the trail onto a trail marked Tow Path Detour. It takes a long, gradual incline up the trail. At one point we reached a fork, one trail going up the other going down and realized the lower was where the Tunnel Trail actually began, right alongside the tunnel entrance. The top of the trail meets a parking lot off Malcolm Road and then we started the descent. By going this way - trail first and then tunnel back - we had a steady but less steep incline. The trail down for us had several switchbacks and very steep inclines. I was glad we went down that way and not up! At the bottom of the trail it was probably about half a mile before reaching the tunnel entrance. The tunnel has no lights so a flashlight (cell phone flashlight for the win) is a must! The path was just wide enough for single file in each direction. Total the out and back hike going over the tunnel was just under 5 miles. I’m not in great shape and the trail was tough but do-able. Having a hiking pole definitely was a help!
6. Cumberland Visitor Center
Overall Ratings
4.5 based on 66 reviews
Reviewed By michaelbR954DT - New Jersey, United States
Free handicapped parking, CC only meters. This is also the Canal and train depot building. Canal museum is free (National Park System) which is downstairs, and the train depot and gift center (upstairs). You can check those individual reviews.
7. Cumberland Trail Connection
Overall Ratings
4.5 based on 29 reviews
Reviewed By capsf2020
The trail ride down the GAP was amazing, all down hill. The ride to Frostburg was pleasant and informative..
8. Western Maryland Scenic Railroad
Overall Ratings
4.0 based on 643 reviews
The Western Maryland Scenic Railroad offers a variety of scenic, dining, and specialty excursions throughout the year. The roundtrip experience begins in Cumberland, MD and features a layover in Frostburg, MD where you will watch our locomotive change direction on a turntable. You can also bring your bike and coast back down the mountain along the Great Allegheny Passage.
